(1S,18R)-10-methoxy-15-oxo-6,21-dioxa-14-azahexacyclo[16.2.1.01,16.02,14.03,7.08,13]henicosa-8(13),9,11,19-tetraene-17-carboxylic acid

• ChemBase ID: 194693
• Molecular Formular: C20H19NO6
• Molecular Mass: 369.36796
• Monoisotopic Mass: 369.12123733
• SMILES: N12C(=O)C3[C@@]4(C1C1C(c5c2ccc(c5)OC)OCC1)O[C@H](C3C(=O)O)C=C4
• Canonical SMILES: COc1ccc2c(c1)C1OCCC1C1N2C(=O)C2[C@]31C=C[C@@H](C2C(=O)O)O3
• InChI: InChI=1S/C20H19NO6/c1-25-9-2-3-12-11(8-9)16-10(5-7-26-16)17-20-6-4-13(27-20)14(19(23)24)15(20)18(22)21(12)17/h2-4,6,8,10,13-17H,5,7H2,1H3,(H,23,24)/t10?,13-,14?,15?,16?,17?,20+/m1/s1
• InChIKey: BSOQQWLMYGZOQB-YUQUNXNYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,18R)-10-methoxy-15-oxo-6,21-dioxa-14-azahexacyclo[16.2.1.0^1,^1^6.0^2,^1^4.0^3,^7.0^8,^1^3]henicosa-8(13),9,11,19-tetraene-17-carboxylic acid
• IUPAC Traditional name: (1S,18R)-10-methoxy-15-oxo-6,21-dioxa-14-azahexacyclo[16.2.1.0^1,^1^6.0^2,^1^4.0^3,^7.0^8,^1^3]henicosa-8(13),9,11,19-tetraene-17-carboxylic acid

Database IDs

• PubChem SID: 164250603
• PubChem CID: 16398370

CALCULATED PROPERTIES

• Acid pKa: 3.6745114
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): -1.2780763
• LogD (pH = 7.4): -2.7702105
• Log P: 0.5453525
• Molar Refractivity: 92.681 cm^3
• Polarizability: 36.088394 Å^3
• Polar Surface Area: 85.3 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Description: Isomers (4:3)
• Classification: Derivatives & analogs of Natural Compounds